methyl (S)-N²-benzyloxycarbonyl-N⁶-tert-butoxycarbonyl-N⁴-propionyl-4-azalysinate

Base Information

• Chemical Name: methyl (S)-N²-benzyloxycarbonyl-N⁶-tert-butoxycarbonyl-N⁴-propionyl-4-azalysinate
• CAS No.: 439864-34-3
• Molecular Formula: C₂₂H₃₃N₃O₇
• Molecular Weight: 451.52

Synonyms:methyl (S)-N²-benzyloxycarbonyl-N⁶-tert-butoxycarbonyl-N⁴-propionyl-4-azalysinate

Chemical Property of methyl (S)-N²-benzyloxycarbonyl-N⁶-tert-butoxycarbonyl-N⁴-propionyl-4-azalysinate

Chemical Property:

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Technology Process of methyl (S)-N²-benzyloxycarbonyl-N⁶-tert-butoxycarbonyl-N⁴-propionyl-4-azalysinate

There total 9 articles about methyl (S)-N²-benzyloxycarbonyl-N⁶-tert-butoxycarbonyl-N⁴-propionyl-4-azalysinate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 51.0%

propionic acid (802294-64-0,79-09-4) + methyl N2-benzyloxycarbonyl-N6-tert-butoxycarbonyl-2(S),6-diamino-4-azahexanoate (239789-53-8) → methyl (S)-N2-benzyloxycarbonyl-N6-tert-butoxycarbonyl-N4-propionyl-4-azalysinate (439864-34-3)

Guidance literature:

With dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1021/jo010456e

Reference yield:

N-(t-butoxycarbonyl)glycinal (89711-08-0) → methyl (S)-N2-benzyloxycarbonyl-N6-tert-butoxycarbonyl-N4-propionyl-4-azalysinate (439864-34-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / acetic acid; sodium cyanoborohydride / methanol

2: 51 percent / 1,3-dicyclohexylcarbodiimide / CH₂Cl₂ / 4 h / 20 °C

With sodium cyanoborohydride; acetic acid; dicyclohexyl-carbodiimide; In methanol; dichloromethane;

DOI:10.1021/jo010456e

Reference yield:

(S)-3-amino-2-(((benzyloxy)carbonyl)amino)propanoic acid (35761-26-3) → methyl (S)-N2-benzyloxycarbonyl-N6-tert-butoxycarbonyl-N4-propionyl-4-azalysinate (439864-34-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 78 percent / HCl / 5 °C

2: 65 percent / acetic acid; sodium cyanoborohydride / methanol

3: 51 percent / 1,3-dicyclohexylcarbodiimide / CH₂Cl₂ / 4 h / 20 °C

With hydrogenchloride; sodium cyanoborohydride; acetic acid; dicyclohexyl-carbodiimide; In methanol; dichloromethane;

DOI:10.1021/jo010456e

upstream raw materials:

propionic acid

methyl N²-benzyloxycarbonyl-N⁶-tert-butoxycarbonyl-2(S),6-diamino-4-azahexanoate

di-tert-butyl dicarbonate

2-(N-tert-butoxycarbonylamino)ethanol

Downstream raw materials:

(S)-N²-benzyloxycarbonyl-N⁶-tert-butoxycarbonyl-N⁴-propionyl-4-azalysine

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